Revision as of 12:23, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 450287830 of page Quinoline_Yellow_SS for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 20:30, 16 July 2024 edit حسن علي البط (talk | contribs)Extended confirmed users, Pending changes reviewers19,940 edits removed Category:Indandiones; added Category:1,3-Indandiones using HotCat |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 450286527 |
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| verifiedrevid = 464378819 |
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| Name = Quinoline Yellow SS |
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| Name = Quinoline Yellow |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile = Quinoline Yellow SS.png |
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| ImageFile = Quinoline Yellow SS.svg |
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| ImageSize = 200px |
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| ImageName = |
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| ImageName = |
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| IUPACName = |
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| ImageFile1 = |
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| IUPACName = |
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| OtherNames = Quinoline Yellow, spirit soluble; Solvent Yellow 33; C.I. Solvent Yellow 33; FD&C Yellow #11; Quinoline Yellow A; Quinoline yellow for microscopy; Yellow No. 204; C.I. 47000 |
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| OtherNames = Quinoline Yellow, spirit soluble; Solvent Yellow 33; C.I. Solvent Yellow 33; D&C Yellow #10; Quinoline Yellow A; Quinoline yellow for microscopy; Yellow No. 204; C.I. 47000 |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 8003-22-3 |
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| CASNo = 8003-22-3 |
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| Beilstein = 1536880 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 44F3HYL954 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 6475 |
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| ChemSpiderID = 6475 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 53700 |
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| ChEBI = 53700 |
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| PubChem = 6731 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C18H11NO2/c20-17-12-6-2-3-7-13(12)18(21)16(17)15-10-9-11-5-1-4-8-14(11)19-15/h1-10,16H |
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| StdInChI = 1S/C18H11NO2/c20-17-12-6-2-3-7-13(12)18(21)16(17)15-10-9-11-5-1-4-8-14(11)19-15/h1-10,16H |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = IZMJMCDDWKSTTK-UHFFFAOYSA-N |
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| StdInChIKey = IZMJMCDDWKSTTK-UHFFFAOYSA-N |
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| SMILES = O=C(c3ccccc3C4=O)/C4=C2N c1ccccc1C=C\2 |
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| SMILES = O=C(c3ccccc3C4=O)/C4=C2Nc1ccccc1C=C\2 |
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| EINECS = 232-318-2 |
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| EINECS = 83-08-9 |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Appearance = Yellow powder |
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| Appearance = Yellow powder |
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| Formula = C<sub>18</sub>H<sub>11</sub>NO<sub>2</sub> |
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| Formula = C<sub>18</sub>H<sub>11</sub>NO<sub>2</sub> |
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| MolarMass = 273.29 g/mol |
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| MolarMass = 273.29 g/mol |
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| Density = |
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| Density = 1.34 g/cm<sup>3</sup> |
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| MeltingPtC = 240 |
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| MeltingPtC = 240 |
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| BoilingPt = |
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| BoilingPt = |
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| Solubility = Insoluble |
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| Solubility = Insoluble |
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}} |
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| Section3 = {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards = |
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| MainHazards = |
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| FlashPt = |
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| FlashPt = |
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| Autoignition = |
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| AutoignitionPt = |
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| RPhrases = {{R20/21}} {{R33}} |
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| GHSPictograms = {{GHS07}} |
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| GHSSignalWord = Warning |
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| HPhrases = {{H-phrases|315|319|335}} |
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| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}} |
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'''Quinoline Yellow SS''' is a bright yellow ] with green shade. It is insoluble in water, but soluble in nonpolar organic solvents. Quinoline yellow is representative of a large class of quinophthalone pigments.<ref>Volker Radtke "Quinophthalone Pigments" in High Performance Pigments (2nd Edition), Edited by Edwin B. Faulkner, Russell J. Schwartz, 2009 Wiley-VCH, Weinheim. {{doi|10.1002/9783527626915.ch19}}</ref> It is suggested that quinoline yellow exhibits ] (ESIPT) behavior and the behavior might be the cause of its decent photostability, by recent spectroscopic study.<ref>Gi Rim Han et al., , '']'', 2017, 7, 3863.</ref> |
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==Synthesis and reactions== |
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As first described in 1878, the dye is prepared by the fusion of phthalic anhydride and ]. The compound exists as a mixture of two tautomers.<ref>{{Ullmann|author=Horst Berneth|title=Methine Dyes and Pigments|year=2008|doi= 10.1002/14356007.a16_487.pub2}}</ref> Using other anhydrides and other quinaldine derivatives other dyes in the quinophthalone family can be prepared. |
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When ], it converts to a water-soluble derivative, ]. |
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==Uses and safety== |
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Quinoline Yellow SS is used in spirit ]s, ], ]s, ]s, ]s, and to color ] solvents. It is also used in externally applied drugs and cosmetics. Quinoline Yellow SS is used in some yellow ] formulations. |
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It may cause ]. It has the appearance of a yellow powder with a melting point of {{convert|240|C}}. |
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==References== |
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{{reflist}} |
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